US8901315, 440

ID: ALA3650345

PubChem CID: 57698021

Max Phase: Preclinical

Molecular Formula: C23H27N5O3S

Molecular Weight: 453.57

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1nn(C2CCOCC2)c2sc(C(=O)Nc3ccc(N4CCN(C)CC4=O)cc3)cc12

Standard InChI:  InChI=1S/C23H27N5O3S/c1-15-19-13-20(32-23(19)28(25-15)18-7-11-31-12-8-18)22(30)24-16-3-5-17(6-4-16)27-10-9-26(2)14-21(27)29/h3-6,13,18H,7-12,14H2,1-2H3,(H,24,30)

Standard InChI Key:  VLHRVBSFEFSWGW-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 32 36  0  0  0  0  0  0  0  0999 V2000
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    6.3079  -10.8982    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.9159   -9.5269    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0324   -8.3148    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5408   -8.4738    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.9329   -9.8451    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7396   -9.9725    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8164  -11.0573    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6587   -7.2596    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1669   -7.4164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    0.0000    1.2760    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    0.2432    3.6715    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9623    2.7008    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4258    1.2743    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8530    0.8102    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0359    1.7245    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4234    1.1545    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6235   -0.3321    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4362   -1.2487    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0487   -0.6787    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2135    0.3943    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7500   -1.0323    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    3.3872   -4.6758    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2689   -5.8893    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  6  8  1  0
  8  2  1  0
  5  9  1  0
  9 10  2  0
 10 11  1  0
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 12 13  1  0
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 14 15  2  0
 14 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 19 21  2  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  1  0
 28 23  1  0
 22 29  1  0
 29 18  2  0
 29 30  1  0
 30 16  1  0
 12 31  1  0
 31 32  2  0
 32  9  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3650345

   3-methyl-N-[4-(4-methyl-2-oxopiperazin-1-yl)phenyl]-1-(oxan-4-yl)thieno[2,3-c]pyrazole-5-carboxamide

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 453.57

Molecular Weight (Monoisotopic): 453.1835

AlogP: 3.29

#Rotatable Bonds: 4

Polar Surface Area: 79.70

Molecular Species: NEUTRAL

HBA: 7

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.80

CX Basic pKa: 5.89

CX LogP: 1.69

CX LogD: 1.68

Aromatic Rings: 3

Heavy Atoms: 32

QED Weighted: 0.66

Np Likeness Score: -1.97

References

1.  (2014)  Thienopyrazole derivative having PDE7 inhibitory activity, 

Source

Source(1):

• BindingDB Database